catena-Poly[[diaqua­[(4-tolyl­sulfan­yl)acetato-κO]cadmium(II)]-μ-4,4′-bipyridine-κ2N:N′]

Cai, W.-X.; Zheng, X.-Y.; Geng, X.-H.; Feng, Y.-L.

doi:10.1107/S1600536808024720

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 9| September 2008| Page m1137

doi:10.1107/S1600536808024720

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catena-Poly[[diaqua[(4-tolylsulfanyl)acetato-κO]cadmium(II)]-μ-4,4′-bipyridine-κ²N:N′]

Wen-Xuan Cai,^a ‡ Xiao-Yong Zheng,^a ‡ Xiao-Hong Geng ^a and Yun-Long Feng ^a ^*

^aZhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Institute of Physical Chemistry, Zhejiang Normal University, Jinhua, Zhejiang 321004, People's Republic of China
^*Correspondence e-mail: sky37@zjnu.cn

(Received 11 July 2008; accepted 1 August 2008; online 6 August 2008)

The title complex, [Cd(C₉H₉O₂S)₂(C₁₀H₈N₂)(H₂O)₂]_n, has a linear chain structure. The central Cd^II ion is in a slightly disorted octahedral environment, coordinated by two aqua ligands, two (4-tolylsulfanyl)acetate ligands and two bridging 4,4′-bipyridine ligands. The Cd^II ion lies on a twofold rotation axis. Intermolecular O—H⋯O hydrogen bonds connect adjacent chains, forming a layer structure. An intramolecular O—H⋯O hydrogen bond is also present.

Related literature

For related literature, see: Lin et al. (2006 ); Zheng et al. (2006 ).

Experimental

Crystal data

[Cd(C₉H₉O₂S)₂(C₁₀H₈N₂)(H₂O)₂]
M_r = 667.09
Monoclinic, C 2/c
a = 21.659 (4) Å
b = 11.590 (2) Å
c = 11.137 (2) Å
β = 93.88 (3)°
V = 2789.3 (9) Å³
Z = 4
Mo Kα radiation
μ = 0.98 mm⁻¹
T = 296 (2) K
0.40 × 0.35 × 0.17 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.68, T_max = 0.85
12185 measured reflections
3154 independent reflections
2937 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.032
wR(F²) = 0.112
S = 1.12
3154 reflections
184 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.60 e Å⁻³
Δρ_min = −0.37 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O2	0.82	1.94	2.667 (4)	148
O1W—H1WB⋯O1ⁱ	0.805 (17)	2.04 (2)	2.782 (3)	154 (4)
Symmetry code: (i) $[x, -y, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2006 ); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808024720/at2595sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808024720/at2595Isup2.hkl

checkCIF report

Comment top

The title compound, (I), is isostructural with the Ni^II (Lin et al., 2006) and Co^II analogues (Zheng et al., 2006). The structure of (I) (Fig.1) consists of linear chains formed through 4,4'-bipy ligands linking six-coordinated Cd^II ions which lie on twofold rotation axes. Intermolecular O—H···O hydrogen bonds link neighboring chains to form a two-dimensional network. It is notable that these chains are arranged alternately and the 4-tolysulfanyl groups are almost coplanar. There is no signifcant π-π interactions between the planes of adjacent chains with centroid-centroid distance of 6.19 (1)Å and plane-to-plane distance of 3.64 (1) Å.

Related literature top

For related literature, see: Lin et al. (2006); Zheng et al. (2006).

Experimental top

CdSO₄.8/3H₂O (0.128 g, 0.5 mmol), (4-tolylsulfanyl)acetic acid (0.091 g, 0.5 mmol), 4,4'-bipy (0.039 g, 0.25 mmol) and H₂O (18 ml) were sealed in a 25 ml stainless-steel reactor with a Teflon-lined stainless steel reactor and the solution was heated at 433 K for 72 h and then cooled to room temperature over a period of 72 h. Colourless crystals suitable for X-ray analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A view of part of the title structure, showing 30% probability displacement ellipsoids. [Symmetry codes: (a) -x, y, -z+1/2; (b) x, y+1, z; (c) x, y-1, z.]
	Fig. 2. The chain structure of the title compound. All H atoms have been omitted for clarity.

catena-Poly[[diaqua[(4-tolylsulfanyl)acetato-κO]cadmium(II)]- µ-4,4'-bipyridine-κ²N:N'] top

Crystal data top

[Cd(C₉H₉O₂S)₂(C₁₀H₈N₂)(H₂O)₂]	F(000) = 1360
M_r = 667.09	D_x = 1.589 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7745 reflections
a = 21.659 (4) Å	θ = 2.7–27.5°
b = 11.590 (2) Å	µ = 0.98 mm⁻¹
c = 11.137 (2) Å	T = 296 K
β = 93.88 (3)°	Block, colourless
V = 2789.3 (9) Å³	0.40 × 0.35 × 0.17 mm
Z = 4

Data collection top

Bruker APEXII area-detector diffractometer	3154 independent reflections
Radiation source: fine-focus sealed tube	2937 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
ω scans	θ_max = 27.5°, θ_min = 2.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −27→27
T_min = 0.68, T_max = 0.85	k = −14→14
12185 measured reflections	l = −14→14

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.112	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ²(F_o²) + (0.0658P)² + 5.8321P] where P = (F_o² + 2F_c²)/3
3154 reflections	(Δ/σ)_max < 0.001
184 parameters	Δρ_max = 0.60 e Å⁻³
3 restraints	Δρ_min = −0.37 e Å⁻³

Crystal data top

[Cd(C₉H₉O₂S)₂(C₁₀H₈N₂)(H₂O)₂]	V = 2789.3 (9) Å³
M_r = 667.09	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 21.659 (4) Å	µ = 0.98 mm⁻¹
b = 11.590 (2) Å	T = 296 K
c = 11.137 (2) Å	0.40 × 0.35 × 0.17 mm
β = 93.88 (3)°

Data collection top

Bruker APEXII area-detector diffractometer	3154 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2937 reflections with I > 2σ(I)
T_min = 0.68, T_max = 0.85	R_int = 0.017
12185 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	3 restraints
wR(F²) = 0.112	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	Δρ_max = 0.60 e Å⁻³
3154 reflections	Δρ_min = −0.37 e Å⁻³
184 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd1	0.0000	0.05131 (2)	0.2500	0.03198 (12)
S1	0.14880 (4)	0.21253 (9)	−0.05125 (7)	0.0514 (2)
O1	0.08144 (10)	0.05635 (16)	0.1325 (2)	0.0353 (5)
O1W	0.06445 (12)	0.0644 (2)	0.4169 (2)	0.0415 (5)
H1WA	0.0990	0.0836	0.3982	0.062*
H1WB	0.0700 (14)	0.012 (3)	0.464 (3)	0.047 (11)*
O2	0.15198 (12)	0.1218 (3)	0.2705 (2)	0.0632 (8)
N1	0.0000	−0.1422 (3)	0.2500	0.0290 (6)
N2	0.0000	−0.7537 (3)	0.2500	0.0303 (7)
C1	0.16190 (13)	0.3534 (3)	0.0059 (3)	0.0422 (7)
C2	0.19048 (16)	0.3817 (4)	0.1177 (3)	0.0506 (9)
H2A	0.2025	0.3234	0.1717	0.061*
C3	0.20102 (17)	0.4945 (4)	0.1488 (3)	0.0544 (9)
H3A	0.2210	0.5109	0.2234	0.065*
C4	0.18302 (16)	0.5854 (4)	0.0730 (3)	0.0520 (8)
C5	0.15375 (18)	0.5566 (3)	−0.0382 (3)	0.0508 (9)
H5A	0.1407	0.6152	−0.0910	0.061*
C6	0.14372 (16)	0.4440 (3)	−0.0715 (3)	0.0469 (9)
H6A	0.1245	0.4275	−0.1468	0.056*
C7	0.1952 (2)	0.7075 (5)	0.1109 (4)	0.0714 (12)
H7A	0.2389	0.7186	0.1271	0.107*
H7B	0.1742	0.7236	0.1822	0.107*
H7C	0.1803	0.7586	0.0476	0.107*
C8	0.17850 (15)	0.1165 (4)	0.0670 (3)	0.0495 (8)
H8A	0.1879	0.0426	0.0316	0.059*
H8B	0.2169	0.1481	0.1029	0.059*
C9	0.13410 (13)	0.0967 (3)	0.1664 (3)	0.0385 (6)
C10	−0.02550 (18)	−0.2021 (3)	0.3350 (3)	0.0470 (8)
H10A	−0.0435	−0.1619	0.3959	0.056*
C11	−0.02676 (18)	−0.3207 (3)	0.3379 (3)	0.0441 (8)
H11A	−0.0457	−0.3584	0.3992	0.053*
C12	0.0000	−0.3838 (3)	0.2500	0.0259 (7)
C13	0.0000	−0.5111 (3)	0.2500	0.0250 (7)
C14	−0.02533 (15)	−0.5744 (3)	0.3404 (3)	0.0357 (6)
H14A	−0.0432	−0.5363	0.4029	0.043*
C15	−0.02423 (15)	−0.6931 (3)	0.3382 (3)	0.0365 (6)
H15A	−0.0410	−0.7331	0.4006	0.044*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.03971 (19)	0.02551 (18)	0.03160 (18)	0.000	0.00893 (12)	0.000
S1	0.0526 (5)	0.0682 (6)	0.0343 (4)	−0.0107 (4)	0.0090 (3)	0.0052 (4)
O1	0.0353 (11)	0.0355 (11)	0.0362 (11)	−0.0019 (7)	0.0104 (9)	−0.0040 (8)
O1W	0.0525 (13)	0.0448 (12)	0.0281 (10)	0.0011 (10)	0.0085 (9)	0.0047 (9)
O2	0.0444 (13)	0.107 (2)	0.0385 (13)	−0.0222 (15)	0.0024 (10)	0.0066 (14)
N1	0.0354 (16)	0.0245 (15)	0.0280 (15)	0.000	0.0076 (13)	0.000
N2	0.0364 (16)	0.0283 (16)	0.0272 (15)	0.000	0.0089 (13)	0.000
C1	0.0259 (13)	0.071 (2)	0.0310 (14)	−0.0051 (13)	0.0104 (11)	0.0042 (14)
C2	0.0409 (16)	0.080 (3)	0.0311 (15)	−0.0024 (17)	0.0043 (12)	0.0064 (16)
C3	0.0416 (17)	0.088 (3)	0.0336 (16)	−0.0069 (19)	0.0047 (13)	−0.0062 (18)
C4	0.0392 (16)	0.074 (2)	0.0447 (18)	−0.0076 (17)	0.0169 (14)	−0.0093 (18)
C5	0.0455 (19)	0.068 (3)	0.0399 (18)	0.0016 (15)	0.0091 (15)	0.0059 (15)
C6	0.0368 (16)	0.074 (3)	0.0302 (15)	−0.0021 (14)	0.0025 (12)	0.0062 (14)
C7	0.070 (3)	0.080 (3)	0.066 (3)	−0.010 (2)	0.023 (2)	−0.014 (2)
C8	0.0342 (15)	0.067 (2)	0.0492 (18)	0.0037 (15)	0.0146 (13)	0.0072 (16)
C9	0.0321 (13)	0.0426 (16)	0.0417 (16)	0.0027 (12)	0.0084 (12)	0.0068 (13)
C10	0.073 (2)	0.0307 (15)	0.0411 (16)	0.0028 (15)	0.0315 (16)	−0.0034 (13)
C11	0.069 (2)	0.0292 (14)	0.0374 (15)	0.0012 (14)	0.0306 (15)	0.0021 (12)
C12	0.0284 (16)	0.0253 (17)	0.0245 (16)	0.000	0.0048 (13)	0.000
C13	0.0260 (16)	0.0236 (17)	0.0259 (16)	0.000	0.0047 (13)	0.000
C14	0.0510 (17)	0.0298 (13)	0.0289 (13)	−0.0056 (12)	0.0207 (12)	−0.0053 (11)
C15	0.0506 (16)	0.0293 (14)	0.0320 (13)	−0.0068 (12)	0.0198 (12)	−0.0030 (11)

Geometric parameters (Å, º) top

Cd1—N1	2.243 (3)	C4—C5	1.393 (5)
Cd1—O1W	2.253 (2)	C4—C7	1.495 (6)
Cd1—O1Wⁱ	2.253 (2)	C5—C6	1.371 (5)
Cd1—N2ⁱⁱ	2.259 (3)	C5—H5A	0.9300
Cd1—O1	2.267 (2)	C6—H6A	0.9300
Cd1—O1ⁱ	2.267 (2)	C7—H7A	0.9600
S1—C1	1.769 (4)	C7—H7B	0.9600
S1—C8	1.809 (4)	C7—H7C	0.9600
O1—C9	1.266 (4)	C8—C9	1.532 (4)
O1W—H1WA	0.8200	C8—H8A	0.9700
O1W—H1WB	0.805 (17)	C8—H8B	0.9700
O2—C9	1.232 (4)	C10—C11	1.375 (4)
N1—C10ⁱ	1.325 (3)	C10—H10A	0.9300
N1—C10	1.325 (3)	C11—C12	1.381 (3)
N2—C15	1.343 (3)	C11—H11A	0.9300
N2—C15ⁱ	1.343 (3)	C12—C11ⁱ	1.381 (3)
N2—Cd1ⁱⁱⁱ	2.259 (3)	C12—C13	1.475 (5)
C1—C2	1.391 (5)	C13—C14ⁱ	1.389 (3)
C1—C6	1.398 (5)	C13—C14	1.389 (3)
C2—C3	1.367 (7)	C14—C15	1.376 (4)
C2—H2A	0.9300	C14—H14A	0.9300
C3—C4	1.389 (6)	C15—H15A	0.9300
C3—H3A	0.9300

N1—Cd1—O1W	93.87 (6)	C6—C5—H5A	119.2
N1—Cd1—O1Wⁱ	93.87 (6)	C4—C5—H5A	119.2
O1W—Cd1—O1Wⁱ	172.26 (12)	C5—C6—C1	121.0 (3)
N1—Cd1—N2ⁱⁱ	180.0	C5—C6—H6A	119.5
O1W—Cd1—N2ⁱⁱ	86.13 (6)	C1—C6—H6A	119.5
O1Wⁱ—Cd1—N2ⁱⁱ	86.13 (6)	C4—C7—H7A	109.5
N1—Cd1—O1	91.48 (5)	C4—C7—H7B	109.5
O1W—Cd1—O1	90.67 (9)	H7A—C7—H7B	109.5
O1Wⁱ—Cd1—O1	89.13 (9)	C4—C7—H7C	109.5
N2ⁱⁱ—Cd1—O1	88.52 (5)	H7A—C7—H7C	109.5
N1—Cd1—O1ⁱ	91.48 (5)	H7B—C7—H7C	109.5
O1W—Cd1—O1ⁱ	89.13 (9)	C9—C8—S1	114.1 (2)
O1Wⁱ—Cd1—O1ⁱ	90.67 (9)	C9—C8—H8A	108.7
N2ⁱⁱ—Cd1—O1ⁱ	88.52 (5)	S1—C8—H8A	108.7
O1—Cd1—O1ⁱ	177.04 (10)	C9—C8—H8B	108.7
C1—S1—C8	105.40 (18)	S1—C8—H8B	108.7
C9—O1—Cd1	123.9 (2)	H8A—C8—H8B	107.6
Cd1—O1W—H1WA	109.5	O2—C9—O1	126.0 (3)
Cd1—O1W—H1WB	123 (3)	O2—C9—C8	118.2 (3)
H1WA—O1W—H1WB	105.7	O1—C9—C8	115.9 (3)
C10ⁱ—N1—C10	116.8 (4)	N1—C10—C11	123.4 (3)
C10ⁱ—N1—Cd1	121.62 (18)	N1—C10—H10A	118.3
C10—N1—Cd1	121.62 (18)	C11—C10—H10A	118.3
C15—N2—C15ⁱ	116.8 (4)	C10—C11—C12	120.2 (3)
C15—N2—Cd1ⁱⁱⁱ	121.58 (18)	C10—C11—H11A	119.9
C15ⁱ—N2—Cd1ⁱⁱⁱ	121.58 (18)	C12—C11—H11A	119.9
C2—C1—C6	117.7 (4)	C11ⁱ—C12—C11	116.0 (4)
C2—C1—S1	126.2 (3)	C11ⁱ—C12—C13	122.02 (18)
C6—C1—S1	116.1 (3)	C11—C12—C13	122.02 (18)
C3—C2—C1	120.6 (4)	C14ⁱ—C13—C14	116.2 (3)
C3—C2—H2A	119.7	C14ⁱ—C13—C12	121.89 (17)
C1—C2—H2A	119.7	C14—C13—C12	121.89 (17)
C2—C3—C4	122.4 (3)	C15—C14—C13	120.4 (3)
C2—C3—H3A	118.8	C15—C14—H14A	119.8
C4—C3—H3A	118.8	C13—C14—H14A	119.8
C3—C4—C5	116.8 (4)	N2—C15—C14	123.0 (3)
C3—C4—C7	120.6 (4)	N2—C15—H15A	118.5
C5—C4—C7	122.6 (4)	C14—C15—H15A	118.5
C6—C5—C4	121.5 (4)

Symmetry codes: (i) −x, y, −z+1/2; (ii) x, y+1, z; (iii) x, y−1, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2	0.82	1.94	2.667 (4)	148
O1W—H1WB···O1^iv	0.81 (2)	2.04 (2)	2.782 (3)	154 (4)

Symmetry code: (iv) x, −y, z+1/2.

Experimental details

Crystal data
Chemical formula	[Cd(C₉H₉O₂S)₂(C₁₀H₈N₂)(H₂O)₂]
M_r	667.09
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	296
a, b, c (Å)	21.659 (4), 11.590 (2), 11.137 (2)
β (°)	93.88 (3)
V (Å³)	2789.3 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.98
Crystal size (mm)	0.40 × 0.35 × 0.17

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.68, 0.85
No. of measured, independent and observed [I > 2σ(I)] reflections	12185, 3154, 2937
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.032, 0.112, 1.12
No. of reflections	3154
No. of parameters	184
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.60, −0.37

Computer programs: APEX2 (Bruker, 2006), SAINT (Bruker, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2	0.82	1.94	2.667 (4)	147.5
O1W—H1WB···O1ⁱ	0.805 (17)	2.04 (2)	2.782 (3)	154 (4)

Symmetry code: (i) x, −y, z+1/2.

Footnotes

‡Current address: Wenzhou Medical College Pharmacy School, Wenzhou Medical College, Wenzhou, Zhejiang 325035, People's Republic of China.

References

Bruker (2006). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Lin, H., Su, H. & Feng, Y. (2006). Acta Cryst. E62, m747–m749. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Zheng, X.-Y., Su, H. & Feng, Y.-L. (2006). Acta Cryst. E62, m1393–m1394. Web of Science CSD CrossRef IUCr Journals Google Scholar

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